Southwest® flights to Chicago (O'Hare) starting at $56
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Popular flights to Chicago (O'Hare) on Southwest Airlines
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flight_land
$
Dallas (Love Field) (DAL)to
Chicago (O'Hare) (ORD)Depart: 01/01/2026
From
$153
Seen: 4 hrs ago
One-way
Basic
Phoenix (PHX)to
Chicago (O'Hare) (ORD)Depart: 12/25/2025
From
$130
Seen: 2 hrs ago
One-way
Basic
Denver (DEN)to
Chicago (O'Hare) (ORD)Depart: 01/05/2026
From
$133
Seen: 10 hrs ago
One-way
Basic
Baltimore/Washington (BWI)to
Chicago (O'Hare) (ORD)Depart: 12/31/2025
From
$80
Seen: 2 hrs ago
One-way
Basic
Nashville (BNA)to
Chicago (O'Hare) (ORD)Depart: 12/25/2025
From
$108
Seen: 2 hrs ago
One-way
Basic
Austin (AUS)to
Chicago (O'Hare) (ORD)Depart: 01/01/2026
From
$100
Seen: 2 hrs ago
One-way
Basic
Orlando (MCO)to
Chicago (O'Hare) (ORD)Depart: 12/25/2025
From
$79
Seen: 6 hrs ago
One-way
Basic
Los Angeles (LAX)to
Chicago (O'Hare) (ORD)Depart: 01/05/2026
From
$209
Seen: 11 hrs ago
One-way
Basic
Las Vegas (LAS)to
Chicago (O'Hare) (ORD)Depart: 12/24/2025
From
$125
Seen: 11 hrs ago
One-way
Basic
Houston (Hobby) (HOU)to
Chicago (O'Hare) (ORD)Depart: 12/13/2025
From
$174
Seen: 23 hrs ago
One-way
Basic
Tampa (TPA)to
Chicago (O'Hare) (ORD)Depart: 12/16/2025
From
$164
Seen: 12 hrs ago
One-way
Basic
Atlanta (ATL)to
Chicago (O'Hare) (ORD)Depart: 12/17/2025
From
$136
Seen: 7 hrs ago
One-way
Basic
Oakland (OAK)to
Chicago (O'Hare) (ORD)Depart: 01/05/2026
From
$177
Seen: 7 hrs ago
One-way
Basic
San Francisco (SFO)to
Chicago (O'Hare) (ORD)Depart: 12/31/2025
From
$140
Seen: 6 hrs ago
One-way
Basic
New York (LaGuardia) (LGA)to
Chicago (O'Hare) (ORD)Depart: 01/01/2026
From
$129
Seen: 7 hrs ago
One-way
Basic
San Diego (SAN)to
Chicago (O'Hare) (ORD)Depart: 12/31/2025
From
$179
Seen: 21 hrs ago
One-way
Basic
Kansas City (MCI)to
Chicago (O'Hare) (ORD)Depart: 12/30/2025
From
$185
Seen: 23 hrs ago
One-way
Basic
Washington, D.C. (Reagan National) (DCA)to
Chicago (O'Hare) (ORD)Depart: 12/31/2025
From
$122
Seen: 3 hrs ago
One-way
Basic
San Jose, CA (SJC)to
Chicago (O'Hare) (ORD)Depart: 01/05/2026
From
$204
Seen: 21 hrs ago
One-way
Basic
Fort Lauderdale (FLL)to
Chicago (O'Hare) (ORD)Depart: 12/17/2025
From
$169
Seen: 8 hrs ago
One-way
Basic
*Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.
Visit Chicago
Book your next flight to Chicago with Southwest Airlines and see why the Windy City is one of the most dynamic destinations in the U.S. Learn more about the Southwest Experience and start planning your Chicago getaway today.
Flying into Chicago O'Hare with Southwest Airlines
- Enjoy convenient access to the northwestern suburbs and easy transit to downtown via the CTA Blue Line.
- Arrive with ease thanks to gates located close to baggage claim.
- Take advantage of frequent flights to Chicago, giving you the flexibility and confidence to plan your trip.
- With low fares, friendly service, and no hidden fees, Southwest makes getting to Chicago as easy as enjoying it.
Best Food & Drink in Chicago
- Try a classic Italian beef sandwich, a thin-crust tavern-cut pizza, or a Chicago-style hot dog loaded with veggies – but never ketchup!
- Visit indoor exhibits at the Art Institute of Chicago
- Explore neighborhoods like Andersonville, Hyde Park, and Uptown for authentic global cuisines inspired by generations of immigrant communities.
- Don’t miss Chicago’s vibrant Restaurant Row, where top chefs and local favorites serve flavors from around the world.
Details about Chicago O'Hare International Airport
Airport code:
ORD
City:
Chicago
State:
Illinois
Concourse:
Terminal 5
Gates:
M Gates
Airport-provided WiFi
Cities with weekly flights from ORD:
106†
Cities with daily nonstop flights Monday through Friday from ORD:
8‡
Cities with daily nonstop flights Saturday through Sunday from ORD:
16§
† Weekly flights based on DOT published schedule average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Weekday flights based on DOT published schedule average flights Monday through Friday between 9/1/2025 and 9/30/2025.
§ Nonstop flights based on DOT published schedule average flights Saturday through Sunday between 9/1/2025 and 9/30/2025.
Find cheap flights to Chicago (O'Hare)
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flight_land
$
Dallas (Love Field) (DAL)to
Chicago (O'Hare) (ORD)
Depart: 02/05/2026
One-way
Basic
From
$56
Seen: 22 hrs ago
Baltimore/Washington (BWI)to
Chicago (O'Hare) (ORD)
Depart: 02/18/2026
One-way
Basic
From
$56
Seen: 23 hrs ago
Houston (Hobby) (HOU)to
Chicago (O'Hare) (ORD)
Depart: 01/27/2026
One-way
Basic
From
$56
Seen: 23 hrs ago
Seattle/Tacoma (SEA)to
Chicago (O'Hare) (ORD)
Depart: 01/27/2026
One-way
Basic
From
$61
Seen: 21 hrs ago
Austin (AUS)to
Chicago (O'Hare) (ORD)
Depart: 01/17/2026
One-way
Basic
From
$63
Seen: 19 hrs ago
Denver (DEN)to
Chicago (O'Hare) (ORD)
Depart: 02/26/2026
One-way
Basic
From
$69
Seen: 23 hrs ago
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